CAS 25348-64-5

Conduritol B

Description:

Conduritol B, with the CAS number 25348-64-5, is a bicyclic sugar alcohol that is derived from the natural product conduritol. It is characterized by its unique bicyclic structure, which includes a five-membered ring and a six-membered ring, contributing to its distinct chemical properties. Conduritol B is known for its role as a potential inhibitor of certain enzymes, particularly glycosidases, which makes it of interest in biochemical research and potential therapeutic applications. The compound is typically white to off-white in appearance and is soluble in water and various organic solvents, which facilitates its use in laboratory settings. Additionally, it exhibits chirality, meaning it has enantiomers that can exhibit different biological activities. Its stability under standard conditions and its reactivity with various functional groups make it a valuable compound in organic synthesis and medicinal chemistry. Overall, Conduritol B serves as an important tool in the study of carbohydrate chemistry and enzyme inhibition.

Formula: C₆H₁₀O₄

InChI: InChI=1/C6H10O4/c7-3-1-2-4(8)6(10)5(3)9/h1-10H/t3-,4-,5+,6+/s2

InChI key: InChIKey=LRUBQXAKGXQBHA-TVVWQFAONA-N

SMILES: O[C@H]1[C@H](O)[C@@H](O)C=C[C@@H]1O

Synonyms:

• (1S,2R,3R,4S)-cyclohex-5-ene-1,2,3,4-tetrol
• 5-Cyclohexene-1,2,3,4-tetrol
• 5-Cyclohexene-1,2,3,4-tetrol, (1R,2S,3S,4R)-rel-
• 5-Cyclohexene-1,2,3,4-tetrol, (1alpha,2beta,3alpha,4beta)-(+-)-
• 5-Cyclohexene-1,2,3,4-tetrol, (1α,2β,3α,4β)-
• 5-Cyclohexene-1,2,3,4-tetrol, trans-1,2,cis-1,3,trans-1,4-(+-)-
• rel-(1R,2S,3S,4R)-5-Cyclohexene-1,2,3,4-tetrol
• Conduritol B

rel-(1R,2S,3S,4R)-Cyclohex-5-ene-1,2,3,4-tetraol

CAS: 25348-64-5

Formula: C₆H₁₀O₄

Purity: 95%

Color and Shape: Solid

Molecular weight: 146.1412

Ref: IN-DA007NNN

(1R,2S,3S,4R)-Cyclohex-5-ene-1,2,3,4-tetrol

CAS: 25348-64-5

(1R,2S,3S,4R)-Cyclohex-5-ene-1,2,3,4-tetrol

Purity: ≥95%

Molecular weight: 146.14g/mol

Ref: 54-OR6650T

Conduritol B

Controlled Product

CAS: 25348-64-5

Applications Conduritol b acts on b-glucosidases from widely differing sources to show a loss of enzymic activity: from various Aspergillus species, yeast, snail, sweet almonds, and mammals. The other enzymes that have been found to be covalently inhibited are a- glucosidase from yeast and the sucrase-isomaltase complex from rabbit small intestine.
References Z. Physiol. Chem., 349, 767 (1968), Biochem. Biophys. Res. Commun., 67, 85 (1975)

Formula: C₆H₁₀O₄

Color and Shape: Neat

Molecular weight: 146.14

Ref: TR-C665000

Conduritol B

CAS: 25348-64-5

Conduritol B is a chiral, l-quebrachitol that is chemically synthesized. Conduritol B has been shown to be an effective inhibitor of beta-glucosidase, which is an enzyme involved in the hydrolysis of glycosides and the release of sugar monomers. Conduritol B selectively inhibits beta-glucosidase by binding to its active site and blocking access to the substrate. This inhibition prevents the hydrolysis of glycosides and yields a higher concentration of sugars. Conduritol B also has demethylation activity mediated by alcohols, with hydroxyl groups as moieties. The vicinal d-mannitol ring system facilitates this process.

Formula: C₆H₁₀O₄

Purity: Min. 95%

Color and Shape: Powder

Molecular weight: 146.14 g/mol

Ref: 3D-FC20549

(1R,2S,3S,4R)-CYCLOHEX-5-ENE-1,2,3,4-TETRAOL

CAS: 25348-64-5

Purity: 98%

Molecular weight: 146.1419983

Ref: 10-F800178